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South Windsor Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for South Windsor holiday rentals

A modern living room with a sofa, a coffee table, and a rug.

1. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
9.8 out of 10, Exceptional, (10 reviews)
"Good location"
United States
Arthur
The price is HK$678
HK$936 total
includes taxes & fees
29 Sept - 30 Sept
Entire guest suite in South Windsor, Connecticut
A blue sofa with plaid pillows, a glass coffee table with a white flower centerpiece, and two potted plants.

2. Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is HK$884
HK$1,942 total
includes taxes & fees
28 Sept - 29 Sept
Premier League Pad - with Free Parking, Heat & AC
A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

3. Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
Manchester Center
10.0 out of 10, Exceptional, (18 reviews)
"Great place"
United States
Jason
The price is HK$988
HK$1,654 total
includes taxes & fees
28 Sept - 29 Sept
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
A living room with a TV, sofas, armchairs, and a fireplace.

4. Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
8.0 out of 10, Very good, (2 reviews)
"Very friendly and easy to work with host. Communication was excellent. Home was very comfortable and convenient. Would have loved more towels, blankets and pillows. Adding towel hooks in bathroom and second sink area would be excellent. It was a great location."
United States
alissa
The price is HK$727
HK$3,310 total
includes taxes & fees
28 Sept - 29 Sept
Willow Haven 2BR Cozy Retreat, Close to Hartford
A wooden deck with a staircase leading to a covered area with chairs.

5. Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (6 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is HK$941
HK$1,239 total
includes taxes & fees
28 Sept - 29 Sept
Humble Abode #2
A living room with a dining area, a TV, and a large window with a view of buildings.

6. Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is HK$677
HK$1,704 total
includes taxes & fees
5 Oct - 6 Oct
Central Chic Pad - with Free Parking, Heat & AC
A kitchen with wooden shelves, a toaster, and a sink.

7. Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
East Windsor
9.6 out of 10, Exceptional, (28 reviews)
"Great stay and location for a single traveler with a dog! Owners were good communicators. Would stay again!"
United States
Nicole G.
The price is HK$1,045
HK$1,358 total
includes taxes & fees
3 Oct - 4 Oct
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
A living room with a green sofa, a coffee table, a TV, and a dining area with chairs and a table.

8. Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (1 review)
"Perfect place for a quick stay"
United States
phillip s.
The price is HK$677
HK$1,704 total
includes taxes & fees
4 Oct - 5 Oct
Crested One Place - with Free Parking, Heat & AC
A living room with a staircase, red and grey sofas, a coffee table, and a red door.

9. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is HK$1,090
HK$2,313 total
includes taxes & fees
30 Sept - 1 Oct
Modern & Cozy Cape | 4 Bedroom House | Central Location
A modern dining area with a marble table, white chairs, and a chandelier.

10. Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
Manchester
10.0 out of 10, Exceptional, (4 reviews)
"House was great for our family stay!"
United States
Kim A.
The price is HK$1,098
HK$2,322 total
includes taxes & fees
28 Sept - 29 Sept
Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
A living room with a sectional sofa, a coffee table, a dining table with chairs, and a window with curtains.

11. Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking

Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
Manchester
The price is HK$830
HK$1,832 total
includes taxes & fees
28 Sept - 29 Sept
Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
A wooden deck with a railing, a door, and a view of trees.

12. Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Manchester Center
9.8 out of 10, Exceptional, (15 reviews)
"Nice private place to stay."
United States
Brian A.
The price is HK$1,020
HK$1,330 total
includes taxes & fees
3 Oct - 4 Oct
Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
A modern living room with a gray sofa, a coffee table, and a dining area with a table and chairs. There is a TV and a plant in the room.

13. TruStay in Central CT

TruStay in Central CT
Manchester
10.0 out of 10, Exceptional, (1 review)
"The apartment was immaculate. Everything new, Very comfortable."
United States
Maxine L.
The price is HK$821
HK$1,870 total
includes taxes & fees
26 Oct - 27 Oct
TruStay in Central CT
A bedroom with a bed, bedside tables, a nightstand, and a patterned rug.

14. Premium Enjoyable 1-bedroom apartment in central Manchester

Premium Enjoyable 1-bedroom apartment in central Manchester
Manchester
The price is HK$806
HK$1,625 total
includes taxes & fees
5 Oct - 6 Oct
Premium Enjoyable 1-bedroom apartment in central Manchester
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

15. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (30 reviews)
"Was a great stay"
United States
John S.
The price is HK$1,098
HK$2,322 total
includes taxes & fees
20 Oct - 21 Oct
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A bedroom with a bed, a bedside table, a lamp, and two framed pictures on the wall.

16. Red Door Retreat

Red Door Retreat
Vernon
The price is HK$1,373
HK$2,250 total
includes taxes & fees
29 Sept - 30 Sept
Red Door Retreat
A room with a large potted tree, a wooden cabinet, a round table, and a sofa with a cushion.

17. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is HK$957
HK$2,495 total
includes taxes & fees
5 Oct - 6 Oct
The Serene Skyway Retreat
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

18. 2 Queen Beds|Non-Smoking,Micfridge

2 Queen Beds|Non-Smoking,Micfridge
Enfield
10.0 out of 10, Exceptional, (4 reviews)
"Quick stop but comfy bed. Close to the highway made it easy to find."
United States
Anonymous traveller
The price is HK$630
HK$725 total
includes taxes & fees
16 Oct - 17 Oct
2 Queen Beds|Non-Smoking,Micfridge
A hotel room with a bed, a desk, a chair, a window with a view of parked cars, and an air conditioning unit.

19. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Wethersfield
1 Queen Bed | Smoking
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

20. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (9 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is HK$1,221
HK$2,697 total
includes taxes & fees
29 Sept - 30 Sept
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Windsor Hotel Reviews

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

10/10 Excellent
"It was great, nothing to complain about."
Jesus 1-night trip
Posted 1 hour ago
Motel 6 Enfield, CT - Hartford

Find out more about South Windsor

Search for holiday rentals in South Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in South Windsor using one of the methods below:

  • View our selection of featured holiday rentals in South Windsor
  • Use the map to find apartments and other holiday homes in the South Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Windsor while they last

Look no further and take a look at our great range of rental properties in South Windsor!

Frequently asked questions

Are there holiday rentals in South Windsor?

Yes, there are holiday rentals in South Windsor close to Nomads Adventure Quest, or you can select a more secluded option if you're looking for a relaxing stay. South Windsor is known for its shopping and golf courses. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that South Windsor has to offer?

Cabin Love at the Lake: This holiday home rental outside of South Windsor offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in South Windsor?

Connecticut River and South Windsor Bark Park are a couple of scenic spots to enjoy the outdoors, whereas Wood Memorial Library & Museum is one of the cultural attractions. Other places in town to visit include Nomads Adventure Quest and Promenade Shops at Evergreen Walk.

What’s a holiday rental in South Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Windsor. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.